Blind date: Beauty and the feast

Caitlin: I am originally from Dallas, Texas; just moved to San Diego in April. I’m an Army brat, though, so I grew up all over the world — even spent part of high school at a boarding school in India.

Anthony: Rozet, Wyoming; (and now) San Diego.

Simon: I am originally from Fresno, where I was born and raised. I now live in San Diego.

William: I grew up in central California and I live in downtown San Diego now.

What do you do for a living?

Caitlin: I was pre-law at Southern Methodist University, but started my own fitness company, and it took off. So, pre-law-turned-entrepreneur. I own the company (Caitlin Rice Fit), do personal training, meal plans, coaching, et cetera. I also recently launched my own clothing line. I’m a fitness model as well.

William: I am the CEO and founder of a real estate group called The Chosen Agency, which was launched this past summer.

What do you do for fun?

Caitlin: I’m a country girl at heart, so anything outside and active. I love hunting and fishing. I enjoy going for hikes. The gym is obviously a huge part of my life. I enjoy movies and reading and spending time with friends. I volunteer with kiddos and dogs and really enjoy that.

Caitlin: I’m really good at cooking. I love taking care of people. I’m also very athletic and good at inspiring others. I make people laugh, too — never a dull moment.

Anthony: Piloting the Seabreacher, welding.

Simon: Drinking. I can outdrink any of my friends and beat them in just about any drinking game.

William: Numbers, business and laughing.

What do you suck at?

Caitlin: Right now, surfing. It’s not going so well.

Anthony: Reading and writing.

Simon: Nothing. I have basically mastered everything.

William: Dancing and singing, but I still try anyways.

What are you looking for in a date, physically and/or otherwise?

Caitlin: I’m looking for someone I can have fun with; someone that’s respectful, honest; someone that is responsible and gets shit done; but also someone I can just kick back and be a kid with and not take life too seriously. Someone who is confident and secure.

Anthony: Random fun and excitement, kinda like climbing a cliff or going swimming out of nowhere.

Simon: She has to be a 10, physically; and mentally a zero.

William: An ideal date would be someone who is natural, not a lot of makeup, athletic, funny and intelligent.

Describe your special brand of sex appeal in five words or less.

Caitlin: I’m a fireball. Sensual.

Anthony: Fun, laughter, smart, smoking hot.

Simon: Go-getter attitude with a humble lifestyle.

William: Entertaining, tall/athletic, smart, driven and drama-free.

What do you like least about yourself?

Caitlin: I think I can be too quick to trust the wrong people. Usually a good judge of character, but people can be good at putting on a front.

Anthony: My road rage and my spelling.

Simon: My overconfidence.

William: My feet — sports has done a number on them.

Rate yourself on a scale from one to 10 for looks.

Caitlin: Personality is way more important, and I like mine. So, 10.

Anthony: Seven.

Simon: Ten and a half.

William: Nine, nine-point-five.

Rate yourself on a scale from one to 10 for personality.

Caitlin: Ten.

Anthony: Six.

Simon: Twelve.

William: Ten.

What’s your biggest fear?

Caitlin: My biggest fear is not finding someone to share my life with and not having kiddos.

Anthony: Not being able to do the things I love most — pilot, hunt, fish — the good stuff.

Simon: I have never had fear.

William: Not living up to my potential.

What traits could your date exhibit that would be deal-breakers?

Caitlin: Being rude to wait staff; I cannot stand that. Also, someone who stays glued to their phone.

Simon: Last night? Or overall? I usually want to forget anything that happened the next morning, so I don’t really keep track.

William: No comment.

Fill in the blanks: I want my blind date to be “blank” and “blank.”

Caitlin: I want my blind date to be funny and charming.

Anthony: I want my blind date to be different and fun.

Simon: Thick and ready of the stick.

William: I want my blind date to be herself and interesting.

Will the night end with a kiss, something more or something less?

Caitlin: I’m down for a kiss on the first date. I think that’s a great way to tell if you’d be compatible. I’m a very touchy-feely person and, if I’m feeling the chemistry with someone, I’m all about it.

Anthony: All in how the date goes and how I feel about the girl.

Simon: Depends on how the night starts.

William: That all depends on how the date is going. I am never one to force the issue.

What’s the most important thing in the world?

Caitlin: Being the best you can be in every sense of the word.

Anthony: Family and just being a genuine good person.

Simon: Family.

William: Growth and compassion for others.

David Brooks

Caitlin with dater #1 Anthony at Polite Provisions in North Park.

Caitlin with dater #1 Anthony at Polite Provisions in North Park.

(David Brooks)

Appetizer?

I don’t even know her…

As the limo drops Caitlin off at Polite Provisions in North Park, she heads inside to meet Anthony for the first time. After they’ve had a chance to chat over drinks and appetizers for about half an hour, the couple is split for mid-date debriefings.

PACIFIC: What were your first impressions of your date?

Caitlin: He’s definitely not my physical type, but he has the most genuine smile and is such a nice person. He has this attitude and aura about him that is contagious, and I really loved hanging out with him and talking to him. It was comfortable and we had a lot in common: he’s from the South; we both hunt and fish. We showed each other the guns we own. It was fun. Honestly, he’s just a really sweet guy and he’s very good-looking and he was definitely fun to hang out with and talk to.

Anthony: Very pretty. I didn’t know really what I was getting into, but she seems pretty cool. Mature and smart. Ignorance is bad for me, but she’s super cool. You could talk to her.

David Brooks

The Kentucky Buck at Polite Provisions, made with Bourbon, fresh lemon, strawberry and housemade gingerbread with hints of berry and peeled citrus.

The Kentucky Buck at Polite Provisions, made with Bourbon, fresh lemon, strawberry and housemade gingerbread with hints of berry and peeled citrus.

(David Brooks)

What do you think of the way your date is dressed?

Caitlin: He’s just not my type, in general, so I wasn’t that focused on his outfit.

Anthony: I guess I haven’t really taken a look at her, other than sitting down, but I think she’s dressed pretty well.

How was your experience at Polite Provisions?

Caitlin: Their drinks were awesome. I usually order a Kentucky Mule. I’m really into whiskey, and so was he, which was awesome. He’d actually never tried a mule before. Their mule was definitely ginger-powered. It was a very strong drink, but it was good.

Anthony: I like it. It’s nice. I had a Jameson and coke.

What’s the most attractive thing your date did?

Caitlin: Just how interested he was in everything that I said. He was genuinely a good guy. He listened.

Anthony: She’s pretty mellow. Oh, actually, she does modeling for guns and ammo, and her Jeep is awesome. That’s right up my alley. I love that.

What’s the least attractive thing your date did?

Caitlin: He was very excited about my social media following and wanted me to do marketing for his company.

Anthony: We’ll come back to that.

David Brooks

Caitlin and Anthony share drinks from Polite Provisions and appetizers like Hand Cut Twice Cooked Fries and Roasted Brussels Sprouts with fish sauce and bacon from Soda and Swine.

Caitlin and Anthony share drinks from Polite Provisions and appetizers like Hand Cut Twice Cooked Fries and Roasted Brussels Sprouts with fish sauce and bacon from Soda and Swine.

(David Brooks)

Rate your date on a scale from 1 to 10 for looks.

Caitlin: If it wasn’t me, a girl going on a date with him, he’d be a hard eight. But not for me.

Anthony: Eight or nine.

And for personality?

Caitlin: Ten. He’s a great guy.

Anthony: Eight or nine. She’s cool.

David Brooks

Caitlin and Anthony shared drinks from Polite Provisions and appetizers, like Hand Cut Twice Cooked Fries and Roasted Brussels sprouts with fish sauce and bacon from Soda and Swine.

Caitlin and Anthony shared drinks from Polite Provisions and appetizers, like Hand Cut Twice Cooked Fries and Roasted Brussels sprouts with fish sauce and bacon from Soda and Swine.

(David Brooks)

What’s your date’s most attractive quality?

Caitlin: I never thought I’d be into dreadlocks, but his were clean and nice. Sounds weird.

Anthony: I mean, like I said, I haven’t got a good look at her standing up, but she’s pretty. She’s very beautiful, for sure.

What’s your date’s least attractive quality?

Caitlin: I’m wearing very tall heels, and he was a lot shorter than me.

Anthony: There’s not enough time to figure that out.

Do you want to kiss your date?

Caitlin: No.

Anthony: I’d probably kiss her.

Does your date want to kiss you?

Caitlin: I think he would have been open to it.

Anthony: I have no idea.

Why should Caitlin pick you as the winner?

Anthony: I feel like we have some s**t in common, like with the guns and stuff. And her car.

Anything you’d like to add?

Caitlin: He’s f***ing awesome.

Anthony: Shout out to SeaQuest Water Adventures.

David Brooks

Caitlin with dater #2 Simon at Sabaku Sushi in North Park.

Caitlin with dater #2 Simon at Sabaku Sushi in North Park.

(David Brooks)

Dinner is swerved

There’s plenty of fish… and not just in the sushi case

The first course at Polite Provisions now complete, Anthony jumps in an Uber. He’s heading home to wait and see if he’s the one Caitlin chooses to spend the rest of her evening with after dessert. Meanwhile, Caitlin has walked down the street to meet blind-dater-dude No. 2 for dinner at Sabuku Sushi.

After she and Simon (aka the on-again, off-again boyfriend of Farrah Abraham of MTV’s Teen Mom OG fame) have a chance to get acquainted over dinner and drinks, they’re split for mid-date debriefings.

David Brooks

Sabuku Sushi.

Sabuku Sushi.

(David Brooks)

PACIFIC: What were your first impressions of your date?

Caitlin: He was so nervous. Honestly, he was sweating profusely. I was like, “Are you gonna be ok?” I wanted to dab his sweat away, and then I was like, “Ok, that’s kinda like acknowledging that you’re sweating.” He brought flowers; he put so much into it. It took a lot of conversation, like me answering my own questions to get to the point of where he was comfortable on a date with me. Then he started getting comfortable, and it was cute.

Simon: I thought she was absolutely beautiful.

Is this the type of person you’d normally date?

Caitlin: No. Not him, either.

Simon: Absolutely.

What do you think of the way your date is dressed?

Caitlin: He was wearing a button-down and jeans. That’s cute; nothing too nondescript.

Simon: Very nice. I think she’s dressed very appropriate.

How was your experience at Sabuku Sushi?

Caitlin: Good lord, they have the best sushi. I ordered (a bacon roll); it was literally just like bacon-wrapped and awesome.

Simon: It was good. Food was great; service was great… The rolls were good.

What’s the most attractive thing your date did?

Caitlin: When we sat down, they already knew what kind of rolls to bring us for the date, in general. But he was like, “Do you like miso soup? We’re gonna get two of those.” He ordered for us, and I kind of liked the control of that. Then, on the way out, he took full control and kissed me.

Caitlin: He’s one of those guys that I want to give a chance to, and I want to get to know him more, because I feel like he was nervous.

Simon: Twelve.

David Brooks

Sabuku Sushi.

Sabuku Sushi.

(David Brooks)

What’s your date’s most attractive quality?

Caitlin: His hands and how controlling he was. He would grab my thigh; he grabbed my arm; he kissed me.

Simon: Her eyes.

Do you want to kiss your date?

Caitlin: I didn’t even think about it. But honestly, I was into it. We didn’t just kiss. We made out — full on.

Simon: I do.

Why should Caitlin pick you?

Simon: Because of my sense of humor.

David Brooks

Caitlin met dater #3, William, at Et Voila in North Park for dessert and wine.

Caitlin met dater #3, William, at Et Voila in North Park for dessert and wine.

(David Brooks)

Gimme some sugar

Awww, how sweet

After dinner at Sabuku Sushi, Simon takes an Uber to El Chingon in the Gaslamp, where he’ll wait to see if Caitlin chooses him to spend the rest of her evening with after dessert. Once he’s gone, Caitlin walks next door to Et Voilà! French Bistro (Did we mention we sent the daters to Adams Avenue in North Park — one of the most delicious blocks in San Diego?), where she meets the final dater for dessert.

After she and William have a chance to enjoy sweet nothings together, they’re split for mid-date debriefings.

PACIFIC: What were your first impressions of your date?

Caitlin: My first impression of William was that he’s exactly my type. I was like, damn, is that all for me? It’s perfect. He’s definitely my type.

William: I don’t know, it’s weird. I don’t really have first impressions. I don’t judge people until I talk to them.

Caitlin: Yeah, I would definitely say that he’s someone that I’d be physically attracted to, someone I would pursue a conversation with.

William: Yeah.

What do you think of the way your date is dressed?

Caitlin: He was wearing a T-shirt and jeans, and, honestly, that’s definitely all me.

William: Beautiful. Sexy.

How was your experience at Et Voilà! French Bistro?

Caitlin: The wine was phenomenal. They picked a bottle out from the back. It’s been amazing. The three desserts that we got — we’re both in fitness, we do not usually eat dessert, but we had a bite of each, and it was naughty. It was good.

William: We drank a bottle of pinot noir. I apologize, I don't remember what it was called. And then we got three desserts..

What’s the most attractive thing your date did?

Caitlin: He was very engaging. He listened to everything I had to say, genuinely. He made eye contact the whole time. A lot of people don’t. (Anthony) did not make a lot of eye contact, and neither did (Simon). But, honestly, it’s like, he just made so much eye contact. I like that. I respect that.

William: Be herself. Automatically, there’s no bullshit.

What’s the least attractive thing your date did?

Caitlin: I’m not going to say. It’s a secret. (Whispers) I don’t like his ears.

William: She cusses a lot.

David Brooks

Caitlin met dater #3, William, at Et Voila in North Park for dessert and wine.

Caitlin met dater #3, William, at Et Voila in North Park for dessert and wine.

(David Brooks)

Rate your date on a scale from 1 to 10 for looks.

Caitlin: Seven and a half.

William: She’s beautiful; nine and a half.

And for personality?

Caitlin: Seven and a half.

William: Ten.

What’s your date’s most attractive quality?

Caitlin: He had huge hands.

William: She has a killer body. It’s obvious.

David Brooks

Souffle Du Jour from Et Voila.

Souffle Du Jour from Et Voila.

(David Brooks)

What’s your date’s least attractive quality?

Caitlin: (Whispers) His ears.

William: I really can’t think of anything.

Do you want to kiss your date?

Caitlin: I did kiss my date.

William: Yeah, I’d kiss her.

Why should Caitlin pick you as the winner?

William: She should only pick me if she had a good time.

Appetite for distraction

Finishing the meal with a tall order

Having gotten a flavor for Anthony, Simon and William, it’s time for Caitlin to choose a winner.

And the nightcap goes to… Simon, the Teen Mom OG guy.

When Caitlin takes off in the limo to meet Simon at El Chingon, the magazine crew finally leaves her alone to enjoy the rest of her evening away from the camera. The next morning, we call to see what we missed.

David Brooks

Caitlin with Simon in front of El Chingon in downtown San Diego.

Caitlin with Simon in front of El Chingon in downtown San Diego.

(David Brooks)

PACIFIC: Why did you pick Simon as the winner?

Caitlin: Honestly, out of all the daters that I spent time with, I had the most time with him — because we had dinner. I got to know him pretty well and I felt the most comfortable with him because I spent the most time with him.

Why do you think Caitlin chose you?

Simon: ’Cause I’m a charming, handsome young man.

Where did you go for the rest of the evening?

Caitlin: After dessert, I obviously chose Simon. So we ended up going back to his house. We were planning on going to Oxford (Social Club).

Simon: I know she’s a busy girl, so we’d have to figure out schedules. But, yeah, I could see that.

Aftermatch: What the fork? After saying, “My first impression of William was that he’s exactly my type. I was like, damn, is that all for me? It’s perfect. He’s definitely my type,” Caitlin gave William a 7.5 for looks — and then picked Simon instead. Could it have been William’s ears? Did we hear that right?

The mystery doesn’t end there. Regarding her date with Simon, Caitlin said, “We didn’t just kiss. We made out — full on.” When Simon was asked if there was a kiss, however, he said, “No, there wasn’t.” Time to stick a fork in this one, Blind Date Fans. As for what really happened between these two daters and why they never made it to Oxford Social Club, um… don’t sweat it. (According to Caitlin, Simon’s got that part covered.)

Food for thoughtAfter-dinner epiphanies from the apps and dessert guys

Were you surprised that Caitlin didn’t pick you?

Anthony: I thought she liked me, but, you know, I guess she liked the other guy better.

William: I don’t know if I’m ever really surprised with anything.

What was the best part of the date?

Anthony: It was a new kind of experience. It was fun. I liked it. Never rode in a limo before.

William: I’ve been kind of sheltered this year, just really focusing on business. It was kind of cool to get out and meet someone new.

Editor's note: In certain cases, daters' answers have been abridged for space and clarity.